[(1R,3aS,7R,7aR)-3a-hydroxy-7,7a-dimethyl-2,3,4,5,6,7-hexahydro-1H-inden-1-yl]-[(2R)-2-methyloxiran-2-yl]methanone

Details

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Internal ID ce10922c-2b32-4f8e-9d2e-a2de5ed88b48
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Iridoids and derivatives
IUPAC Name [(1R,3aS,7R,7aR)-3a-hydroxy-7,7a-dimethyl-2,3,4,5,6,7-hexahydro-1H-inden-1-yl]-[(2R)-2-methyloxiran-2-yl]methanone
SMILES (Canonical) CC1CCCC2(C1(C(CC2)C(=O)C3(CO3)C)C)O
SMILES (Isomeric) C[C@@H]1CCC[C@]2([C@]1([C@@H](CC2)C(=O)[C@]3(CO3)C)C)O
InChI InChI=1S/C15H24O3/c1-10-5-4-7-15(17)8-6-11(14(10,15)3)12(16)13(2)9-18-13/h10-11,17H,4-9H2,1-3H3/t10-,11+,13-,14-,15+/m1/s1
InChI Key RLLTXJKZADRBAV-BJBXXJATSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C15H24O3
Molecular Weight 252.35 g/mol
Exact Mass 252.17254462 g/mol
Topological Polar Surface Area (TPSA) 49.80 Ų
XlogP 2.00
Atomic LogP (AlogP) 2.31
H-Bond Acceptor 3
H-Bond Donor 1
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1R,3aS,7R,7aR)-3a-hydroxy-7,7a-dimethyl-2,3,4,5,6,7-hexahydro-1H-inden-1-yl]-[(2R)-2-methyloxiran-2-yl]methanone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9914 99.14%
Caco-2 + 0.8796 87.96%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability + 0.6286 62.86%
Subcellular localzation Mitochondria 0.6693 66.93%
OATP2B1 inhibitior - 0.8485 84.85%
OATP1B1 inhibitior + 0.9157 91.57%
OATP1B3 inhibitior + 0.9462 94.62%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior + 0.5107 51.07%
BSEP inhibitior - 0.5681 56.81%
P-glycoprotein inhibitior - 0.9202 92.02%
P-glycoprotein substrate - 0.8439 84.39%
CYP3A4 substrate + 0.5796 57.96%
CYP2C9 substrate - 0.6492 64.92%
CYP2D6 substrate - 0.8010 80.10%
CYP3A4 inhibition - 0.8196 81.96%
CYP2C9 inhibition - 0.5316 53.16%
CYP2C19 inhibition - 0.7084 70.84%
CYP2D6 inhibition - 0.9613 96.13%
CYP1A2 inhibition - 0.6193 61.93%
CYP2C8 inhibition - 0.9221 92.21%
CYP inhibitory promiscuity - 0.9807 98.07%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6009 60.09%
Eye corrosion - 0.9819 98.19%
Eye irritation - 0.8700 87.00%
Skin irritation - 0.5641 56.41%
Skin corrosion - 0.9284 92.84%
Ames mutagenesis - 0.7100 71.00%
Human Ether-a-go-go-Related Gene inhibition - 0.7521 75.21%
Micronuclear - 0.7600 76.00%
Hepatotoxicity + 0.6380 63.80%
skin sensitisation - 0.8069 80.69%
Respiratory toxicity - 0.5222 52.22%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity + 0.7099 70.99%
Acute Oral Toxicity (c) III 0.4276 42.76%
Estrogen receptor binding + 0.6046 60.46%
Androgen receptor binding + 0.5892 58.92%
Thyroid receptor binding + 0.6106 61.06%
Glucocorticoid receptor binding - 0.4697 46.97%
Aromatase binding + 0.5254 52.54%
PPAR gamma - 0.7779 77.79%
Honey bee toxicity - 0.9382 93.82%
Biodegradation - 0.6000 60.00%
Crustacea aquatic toxicity - 0.6100 61.00%
Fish aquatic toxicity + 0.7692 76.92%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.36% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.18% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.49% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.27% 97.09%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 86.60% 95.50%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.30% 100.00%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 84.73% 98.75%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 84.54% 89.05%
CHEMBL2581 P07339 Cathepsin D 83.56% 98.95%
CHEMBL340 P08684 Cytochrome P450 3A4 83.41% 91.19%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.09% 93.04%
CHEMBL2111367 P27986 PI3-kinase p110-alpha/p85-alpha 81.89% 94.33%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.66% 82.69%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Chiloscyphus pallescens

Cross-Links

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PubChem 162881945
LOTUS LTS0041423
wikiData Q105240239